New method of oligomeric acetoxymethylsiloxanes synthesis

Authors

  • Valeriy V. Sukachev Dnipropetrovsk State Agrarian-economic University, 25, Voroshilov Str., Dnipropetrovsk, 49600, Ukraine
  • Juriy N. Vashchenko Ukrainian State Chemical Technology University, 8, Gagarin Ave., Dnipropetrovsk, 49005, Ukraine

DOI:

https://doi.org/10.15421/081422

Keywords:

oligomer acetoxymethylsiloxanes, synthesis, structure, intermediate products, α-alcohols, polysiloxaneurethanes

Abstract

The studies proposed a new method of synthesis of various structures oligomer acetoxymethylsiloxanes with the use of heterofunctional condensation reaction between acetoxymethyldimethylacetoxysilane and alkali metals siloxanolats. The indicated oligomer used as intermediate products in the synthesis of different compounds, for example, organosilicon carbofunctional α-alcohols, which are the starting point for production of polysiloxaneurethanes and other polymeric and composite materials with a number of useful properties. It has been found that the reaction proceeds in high yield (over 91%) in the temperature range 0–110°С in inert (under synthesis conditions) solvents – toluene or dioxane. Reaction proceed in heterogeneous or homogeneous conditions depending on the structure of siloxanolats. Take into account that typical segregation acetoxymethyl group with creation of methylacetate which proceeds under influence of nucleophilic agent – alkali metal siloxanolat. Required conditions for successful reaction heterofunctional condensation is the absence in a reaction of mass proton-donating agents which cause passing of concurrent reactions (water, alcohols, acids etc.).

References

Kuznetsova, V. P., Laskovenko, N. N., Zapunnaja, K. V. Organosilicon polyurethanes. Kyiv: Naukova dumka, 1984, 224 p. [in Russian]

Lai Y.–Ch., Quinn E. T. US Patent no. 7132492, 2006.

Lai Y.–Ch., Quinn E. T. US Patent no. 7132493, 2006.

Sukachev, V. V., Buria, A. I. Polysiloxane urethane coating based on the organosilicon carbofunctional polyatomic α alcohols. Visnyk Skhidnoukr. nats. un-tu im. V. Dalya, 2010, no. 10 (152), p. 180–184. [in Russian]

Sukachev, V. V., Buria, A. I., Ebitsh, Y. R. Elastomers modification with silicon–urethans. 11th International conference, Plavya, Ukraine, 2011, p. 27–30, http://www.conference.kiev.ua/?page_id=356. [in Russian]

Sukachev, V. V., Tchigvintseva, O. P. Studing the process of hydrolytic co-condensation organoacetoxysilanes. Synthe-sis acetoxymethylsiloxanes. Visnyk nats. teсhn. in-tu «KHPI»: zb. nauk. pr., 2013, no. 64, p. 148–156. [in Russian]

Krechkov, A. P., Bork, V. A., Bondarevskaia, E. A., Muchliaeva, L. V., Siavtsillo, S. V., Chemiatenkova, V. T. Practical guidance on the analysis of monomeric and polymeric organosilicon compounds. Moskow: Goskhimizdat, 1962, 544 p. [in Russian]

Smith, R. C., Kellum, G. E. Rapid condensation procedure for determination of hydroxyl in silicone materials. Anal. Chem., 1967, vol. 39, no.3, p. 338–340.

Voronkov, M. G., Maletina, E. A., Roman, V. K. Heterosiloxanes. Novosibirsk: Nauka, 1984, 272 p. [in Russian]

Voronkov, M. G., Milechkevitsh, V. P., Jugelevskii, Ju. A. Siloxane bond. Novosibirsk: Nauka, 1976, 416 p. [in Russian]

Bostick, E. E., Fessler, W. A. US Patent no. 3578726, 1971.

Sobolevskaia, M. V., Tchistiakova, L. A., Nazarova, D. V., Kirillina, V. V. Synthesis of α, ω-hexaorganopolydimethyl-polymethylphenylsiloxanes regularly alternating with dimethyl- and methylphenylsiloxy units in the chain. Plasticheskiye massy, 1962, no. 10, p. 17–21. [in Russian]

Bellami, L. J. The infra-red spectra of complex molecules. Moskow: Izdat. inostran. lit, 1963, 590 p. [in Russian]

Bellami, L. J. Advances in infrared group frequencies. Moskow: Mir, 1971, 320 p. [in Russian]

Published

2014-12-11